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Apartments in Province of Siena and Villas – Holiday Lettings - Holiday Rentals Province of Siena

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5,425 Holiday homes

B&b rental in Chiusure with shared pool

Chiusure b&b

6 bedrooms / 6 bathrooms / sleeps 14

from £113 / night

£873 / week

Holiday villa with swimming pool in Montisi

Montisi villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 17 minutes

from £191 / night

£1,334 - £2,412 / week

Apartment rental in Siena

Siena apartment

1 bedroom / 1 bathroom / sleeps 4

23

from £113 / night

£1,150 / week

Farmhouse rental in Radicofani with shared pool

Radicofani farmhouse

2 bedrooms / 2 bathrooms / sleeps 4

4

from £124 / night

£864 / week

Apartment rental in Radicondoli with shared pool

Radicondoli apartment

1 bedroom / 1 bathroom / sleeps 2

from £113 / night

£791 / week

Holiday apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

2 bedrooms / 2 bathrooms / sleeps 6

7

from £110 / night

£770 - £1,124 / week

Holiday farmhouse in Castelnuovo Berardenga

Castelnuovo Berardenga farmhouse

2 bedrooms / 2 bathrooms / sleeps 4

11

from £92 / night

£640 / week

Holiday guest house in Radicondoli

Radicondoli guest house

3 bedrooms / 4 bathrooms / sleeps 5

2

from £165 / night

£821 / week

Holiday townhouse with swimming pool in Sovicille

Sovicille townhouse

2 bedrooms / 2 bathrooms / sleeps 5

17

from £113 / night

£790 / week

Holiday apartment rental

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 2 hours 35 minutes

from £63 / night

£421 - £780 / week

San Gimignano holiday b&b accommodation

San Gimignano b&b

1 bedroom / 1 bathroom / sleeps 2

from £57 / night

£395 / week

Montepulciano holiday b&b rental

Montepulciano b&b

6 bedrooms / 5 bathrooms / sleeps 12

3

Responds fast! avg. 3 hours 28 minutes

from £308 / night

£2,155 / week

San Gimignano holiday villa accommodation

San Gimignano villa

3 bedrooms / 2 bathrooms / sleeps 6

23

Responds fast! avg. 3 hours 15 minutes

from £107 / night

£745 - £1,260 / week

Cottage rental in Pancole

Pancole cottage

1 bedroom / 1 bathroom / sleeps 3

34

Responds fast! avg. 23 minutes

from £52 / night

£343 - £497 / week

Radicofani holiday apartment rental

Radicofani apartment

1 bedroom / 1 bathroom / sleeps 4

from £88 / night

£611 / week

Holiday apartment rental

Radicofani apartment

2 bedrooms / 2 bathrooms / sleeps 4

9

Responds fast! avg. 53 minutes

from £82 / night

£575 / week

Holiday home rental

Montepulciano house

4 bedrooms / 4 bathrooms / sleeps 8

2

from £360 / night

£2,514 / week

Holiday villa rental

Colle di Val d'Elsa villa

2 bedrooms / 3 bathrooms / sleeps 6

from £154 / night

£924 / week

Sarteano holiday townhouse rental

Sarteano townhouse

1 bedroom / 1 bathroom / sleeps 2

2

from £82 / night

£575 / week

Castelnuovo dell'Abate holiday apartment rental

Castelnuovo dell'Abate apartment

1 bedroom / 1 bathroom / sleeps 4

6

from £93 / night

£647 / week

Holiday home in Radicondoli

Radicondoli house

3 bedrooms / 2 bathrooms / sleeps 6

from £242 / night

£1,693 / week

Holiday villa with shared pool in Val d'Orcia

Val d'Orcia villa

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 17 minutes

from £112 / night

£819 - £1,483 / week

Holiday apartment in Monticiano

Monticiano apartment

2 bedrooms / 1 bathroom / sleeps 4

2

from £62 / night

£411 / week

Holiday farmhouse rental

Montepulciano farmhouse

9 bedrooms / 9 bathrooms / sleeps 18

from £821 / night

£4,207 / week

Holiday apartment rental

Cetona apartment

1 bedroom / 1 bathroom / sleeps 3

6

from £58 / night

£401 / week

Ski apartment to rent in Pienza

Pienza apartment

1 bedroom / 1 bathroom / sleeps 2

from £72 / night

£411 / week

Holiday villa rental

Torri villa

1 bedroom / 1 bathroom / sleeps 4

from £93 / night

£513 / week

Holiday apartment with shared pool in Le Piazze

Le Piazze apartment

3 bedrooms / 1 bathroom / sleeps 6

4

from £74 / night

£512 / week

Holiday apartment letting

Monteguidi apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £117 / night

£696 / week

Holiday villa with swimming pool in Cetona

Cetona villa

10 bedrooms / 9 bathrooms / sleeps 20

18

from £924 / night

£4,027 - £6,695 / week

Apartment letting in Colle di Val d'Elsa with shared pool

Colle di Val d'Elsa apartment

3 bedrooms / 2 bathrooms / sleeps 6

from £134 / night

£770 / week

Holiday apartment rental

Sarteano apartment

2 bedrooms / 1 bathroom / sleeps 6

from £134 / night

£934 / week

Pienza holiday home rental

Pienza house

2 bedrooms / 2 bathrooms / sleeps 4

4

from £103 / night

£616 - £1,047 / week

Monticiano holiday villa rental

Monticiano villa

2 bedrooms / 2 bathrooms / sleeps 4

from £216 / night

£1,436 / week

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 3 hours 5 minutes

from £77 / night

£539 - £949 / week

Holiday home letting

Sarteano house

2 bedrooms / 2 bathrooms / sleeps 4

from £206 / night

£1,232 / week

Holiday home in Rigomagno

Rigomagno house

3 bedrooms / 2 bathrooms / sleeps 4

1

from £95 / night

£661 / week

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

1 bedroom / 1 bathroom / sleeps 4

2

from £93 / night

£645 / week

Caprera holiday apartment rental

Caprera apartment

1 bedroom / 1 bathroom / sleeps 2

2

Responds fast! avg. 3 hours 21 minutes

from £93 / night

£548 - £579 / week

Sarteano holiday farmhouse rental

Sarteano farmhouse

4 bedrooms / 2 bathrooms / sleeps 9

from £431 / night

£3,017 / week

Viewing 40 of 5,425
rentals in Province of Siena

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Top Destination reviews

Le Capanne, Camporsevoli
The Most Memorable and Best Experience with Family Ever

A friend asked me about what would be a great place to stay in Tuscany. My family stayed here in 2015. The request starting me thinking about our fabulous week at Capanne. It was so excellent and every memory was the best. The villa, the grounds, the pool, the accommodations were all just perfect. There were 7 of us and there was plenty of rooms and baths. The outdoor spaces were lovely as well as the house. We still talk about how wonderful Maria was. The best part was so many places were accessible both north and south. It was so pleasant after a day of sightseeing to come back to such tranquility. We did have a car. The owners were so kind and helpful. WE'd go back in a second.see more
Agriturismo Podere San Giusto
The perfect holiday

We - two couples in our twenties - stayed for 5 wonderful days at Fabio and Urzulas beautiful house. We arrived and got the warmest welcome by Fabio who already had the mosquito spray ready. Very thoughtful. The house itself is beautifully refurbished with two bedrooms and a toilet and shower for each room. The spacious kitchen had all the amenities we needed. We had the best evenings with home cooked food and card games. Fabio dropped by with fresh fruit or vegetables which we enjoyed a lot during our stay. He produces his own wine and it was so good we had to bring a few bottles with us. As a matter of fact we are enjoying his wine while writing this review. The pool area is amazing too. The pool is quite large and was kept very clean. All you need for a relaxing holiday. Fabio helped with recommending places to go for exploring the area. Another nice gesture. To sum it all up - we could not have been happier with our stay and can't wait to get back. Maybe when we all have kids to bring.see more
Heaven
Tuscany 2019

We had a fantastic stay in this beautiful villa. It was a bit difficult to find initially but once there it was the perfect spot. Very picturesque and a great location within travelling distance of the many sights Tuscany has to offer. The villa itself was a real home from home with everything you could possibly need during your stay. It was very clean and spacious and a 2 minute walk to the pool area. I would highly recommend staying here.see more
Podere di Casalta: Athena-Urania
Stunning apartments in the beautiful Tuscan countryside, easy drives to Florence and Sienna.

My husband, 3 children, 2 sons 22 & 18, and daughter 13 stayed for one week. We had adjoining apartments that were beautifully laid out and well equipped. We loved the terrace and BBQ, where we spent a few warm evenings eating barbecued Tuscan sausages and drinking Chianti - so relaxing. We also had some delicious meals out at some of the local restaurants, you could not fault a single meal the food was amazing. The pool area was enjoyed by us all, it was well kept and peaceful, I would thoroughly recommend this fabulous place, and look forward to returning one day.see more
Barn overlooking the vineyards
Great stay!

We had an absolutely fantastic stay at this beautiful barn in the Tuscan hills. The views are lovely and if you want somewhere a bit more out of the way this is perfect. We were greeted at the property by Edoardo even though we were late arriving - there was some food for us to use which was brilliant. Edoardo was around if you needed him but otherwise left you to enjoy the holiday! Lying in the hot tub in the evenings- perfect! Many thanks, we would like to revisit this lovely part of Italy! Stevesee more
TuscanFlat
Super Siena Apartment

A wonderful roof terrace with amazing views over the whole of Siena. Also great views from the full windows of the inside sitting area. Simone was very friendly and gave a comprehensive introduction to the apartment as well as written instructions on how to use everything. Excellent location close to supermarket and bus station,which is convenient if you want to do days out. A few minutes walk to The Campo and plenty of cafes and restaurants nearby. A perfect place to stay in this delightful city.see more

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